City Winery
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Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was ￥476,524, price is now ￥372,880 per person
￥372,880
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
Hands down the best hotel in Chicago!
Reviewed on Oct 5, 2026
Browse tours and tickets to explore City Winery
Tours & day trips
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Architecture River Tour from Navy Pier
Activity duration is 1 hour
9.6 out of 10 with 1652 reviews
Free cancellation available
Private & custom tours
See all 74 activities
Chicago: Shooting & Spinning Art Experience (Neon Lights)
Activity duration is 45 minutes
Free cancellation available
![Downtown Chicago City Tour In a Lamborghini[60 Minute Experience]](https://mediaim.expedia.com/localexpert/50806683/b6324a0b-7fb0-4936-8b5f-2fdebe79ae59.jpg?impolicy=resizecrop&rw=500&rh=280)
![Downtown Chicago City Tour in a Rolls Royce[60 Minute Experience]](https://mediaim.expedia.com/localexpert/52863069/e5a04933-6ac7-42b4-8824-4dcb51ca25a8.jpg?impolicy=resizecrop&rw=500&rh=280)
Food, drink & nightlife
See all 38 activities
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Activity duration is 2 hours and 30 minutes
8.0 out of 10 with 44 reviews
Classes & workshops
See all 27 activities
Chicago: BYOB Spray Paint and Sip Workshop
Activity duration is 1 hour and 30 minutes
10.0 out of 10 with 15 reviews
Free cancellation available
Attractions
See all 18 activities
360 CHICAGO Observation Deck
Activity duration is 2 hours
8.6 out of 10 with 746 reviews
Free cancellation available
Stay near popular City Winery attractions
Best Lodging Options Near City Winery
Check availability on hotels close to City Winery
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
River Hotel
75 East Wacker Drive Chicago IL
Hyatt House Chicago/West Loop-Fulton Market
105 N MAY STREET Chicago IL
The Emily Hotel
311 North Morgan Street Chicago IL
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
Nobu Hotel Chicago
155 N. Peoria Street Chicago IL
The Publishing House B&B
108 N May Street Chicago IL
The Hoxton, Chicago
200 N Green Street Chicago IL
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
172 W Adams St Chicago IL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.